Jobs
Location: Great Barrington, MA
Position: Internship, 6h/week
Compensation: $20.00/hour
RSYP invites young people to bring their own idea or inspiration to life, and gives them the support and funding to do so through the guidance of the Youth Operational Board. YOB is composed of young people who meet weekly at our Drop-In Center to review and approve proposals, and help facilitate youth-based projects submitted by community members and/or youth constituents. In the last few years, YOB has sponsored over 300 youth-inspired projects and activities. Youth-inspired projects are RSYP’s lifeblood; they bring the youth-driven spirit to the public eye. YOB supports these projects in numerous ways, whether it’s a donation, advocacy help, finding space to teach a class, finding industry professionals who will be interested in a young person’s idea, etc…
The position:
YOB is seeking two interns - one each from Monument Mountain and Mount Everett high schools. Internships start at the end of August and can run through the end of the school year or continue into the summer depending on interns' availability.
Intern tasks include:
- collaborating with the other intern and YOB coordinators
- facilitating meetings
- writing and emailing weekly minutes
- outreach
- social media
- flyering
- assisting with YOB projects
- planning for weekly meetings and special YOB activities
- food shopping for drop in twice a week
- updating a google sheet tracking doc with YOB attendance, and more.
To Apply: use application link or contact Gabby (gabrielle@rsyp.org) or Lívia (livia@rsyp.org).
Title: Development Associate
Location: Great Barrington, MA (the Beautiful Berkshires)
Position: Full-time, associate
Compensation: $45,000-50,000 annually, commensurate with experience
Special Benefits: Berkshire Passport ($500 annually for cultural, wellness, outdoor or fitness activities), $2,400 housing benefit (one time)
Railroad Street Youth Project (RSYP) is a small, youth-founded organization dedicated to youth empowerment, in the southern part of the beautiful Berkshires of western Massachusetts. AT RAILROAD STREET, YOUTH TAKE THE LEAD. They explore their full potential and become equipped to meet the challenging transition to adulthood. RSYP’s professional staff expertly pair youth-generated ideas with internal and community resources, empowering youth to create and oversee a wide range of innovative, life-changing projects. Unmatched in mission and scope, RSYP excels in helping youth find their voice and realize the benefits of their commitment to themselves and their community. For more information, visit www.rsyp.org.
The position – The Development Associate is responsible for:
- Supporting the Development Director to raise an annual budget of approximately $1,000,000 through events, donor cultivation, major gifts, and annual fund appeals.
- Curating the donor database and managing gift processing, acknowledgements, communication recording, and ensuring real time data accuracy.
- Coordinating and implementing fundraising mailings, donor communications, dissemination of marketing materials, and scheduled social media posts.
- Participating in cultivation planning, activities and fundraising event planning, implementation and follow-up.
Core qualifications -- The Development Associate embodies RSYP’s mission in day-to-day interactions with donors and other stakeholders, and our approach to teamwork and problem solving. This position requires a person to have the following core competencies:
- Experience in the field of development, or translatable field, and excitement to share and grow it.
- Expertise with database software (donor database software preferred), as well as Microsoft office suite and Google calendar. Adobe Creative Suite a plus. Proficient with social media.
- Enjoyment, curiosity and ease connecting with people and exploring shared interests and passions. Excellent verbal and written communication skills
- Strong skill sets in social justice and cultural literacies and experience in working with others across social differences including age, race, socio-economic status, gender, sexuality, and ability.
To Apply – Please send a resume and cover letter to Robert Kuhn, Director of Development, robert@rsyp.org. Priority deadline, September 5, 2025.
RSYP is an equal opportunity employer. People who identify as working class, people of color, multiracial, women, genderqueer, gay, lesbian, bisexual, transgender, queer and differently abled are strongly encouraged to apply.